For sale

$695,000

Est. $4,442/mo —

•

2,540

sq ft

3585 Milhaven Rd, Winston Salem, NC 27106

About this home

A truly rare find in the New Sherwood area! Situated on 5+ ultra-private acres, this beautifully renovated, classic traditional ranch offers an unmatched setting hidden in the heart of the neighborhood. Enjoy the ease of true one-level living steeped in timeless charm with rich hardwood floors throughout. Step inside to find a lovely den and formal dining room perfectly situated to your right. Walk straight ahead into the true heart of the home: an expansive living room where large picture windows in the sunroom immediately frame breathtaking views of your pristine and private fenced backyard. This seamless main space flows beautifully into the stunningly updated eat-in kitchen to the right. Down the hall are 3 well-appointed bedrooms and 2 full baths, while a convenient half bath completes the main level. The massive unfinished basement offers fabulous storage or room to grow. Outside, a beautiful deck overlooks the incredible backyard and private acreage. Schedule your showing today!

Single-familyProperty Type

1961Year Built

5.1 acresLot Size

$274Price/Sq.Ft.

2 car garageParking

Listed by Amy Didier • Howard Hanna Allen Tate - Winston Salem

Listed by Diane Roberts • Howard Hanna Allen Tate - Winston Salem

Listing updated: Aug 26, 2026 at 01:07am

Redfin checked: 2 minutes ago

•Source:Triad MLS #1220394

Payment calculator

$4,442 per month

Principal and interest$3,653

Property taxes

$628

HOA dues

Home insurance

$162

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 12PM TO 2PM
$97,300
2 beds1 bath780 sq ft
570 Mission Rd, Winston Salem, NC 27103
OPEN TODAY, 12PM TO 2PM
$385,000
4 beds2.5 baths2,856 sq ft
4330 Witherow Rd, Winston Salem, NC 27106
OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH
$142,500
2 beds1 bath941 sq ft
2410 Marble St, Winston Salem, NC 27107
OPEN TODAY, 2PM TO 4PM3D WALKTHROUGH
$407,800
3 beds2.5 baths2,342 sq ft
206 Timber Hill Ct, Rural Hall, NC 27045
OPEN SUN, 2PM TO 4PM
$362,000
3 beds2.5 baths2,495 sq ft
2513 Newington Ct, Clemmons, NC 27012
OPEN SUN, 2PM TO 4PM
$235,000
3 beds2 baths1,248 sq ft
4313 Walnut Hollow Dr, Winston Salem, NC 27127
OPEN SUN, 2PM TO 4PM
$749,900
4 beds3.5 baths3,000 sq ft
4803 Hampton Oak Ct, Clemmons, NC 27012
OPEN SUN, 2PM TO 4PM
$338,500
4 beds3 baths2,178 sq ft
2576 Viola Ct, Winston Salem, NC 27127
OPEN SUN, 2PM TO 4PM
$439,500
4 beds3 baths2,469 sq ft
5930 Alani Ct, Winston Salem, NC 27103
OPEN SEP 10, 4PM TO 6PM
$274,900
3 beds2 baths1,524 sq ft
103 Briar Ridge Cir, Winston Salem, NC 27104

Around this home

Schools

K - 12
Preschool & daycare

Jefferson Elementary

Public PreK-5 • Assigned • 1.3mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 0.7mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.4mi

4/10

Provided by GreatSchools

About Warwickshipie

Estates

Warwickshipie Estates, located between Reynolda Road and Robinhood Road, is a residential and wooded Winston-Salem neighborhood with curving streets and a quiet, tucked-away feel. The neighborhood reads as classic Piedmont suburbia, with brick ranches and traditional two-stories set back behind mature trees. Character concentrates around the Reynolda Rd–Robinhood Rd corridor, where coffee counters, local boutiques, and campus-day energy set the pace. Nearby anchors like Reynolda House Museum of American Art, SECCA, and the Reynolda Village shops give the area a cultural throughline. Side streets stay calm, while green space and trails at nearby parks shape daily routines. The geography keeps errands and evenings oriented toward the Reynolda corridor and downtown.

Provided by Walk Score and Local Logic

Offer insights

3585 Milhaven Rd · $695,000

Strong offer

$686K and above

75% chance or better to win

Why $686K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 45 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Primary bedroom on main level
Ceiling fans
Deadbolt locks
Kitchen island
Pantry
Solid surface counters
Attic access only

Bedrooms
Bedrooms located on main level

Bathrooms
Two full bathrooms
One half bathroom

Kitchen
Microwave
Oven
Cooktop
Dishwasher
Disposal
Kitchen island
Pantry
Solid surface counters
Electric water heater

Laundry & utility
Washer hookup
Dryer connection
Laundry on main level

Flooring
Tile floors
Wood floors

Heating & cooling
Central air conditioning
Forced air heating
Natural gas heating
Fireplaces (2) with gas logs

Sale and tax history for 3585 Milhaven Rd

Sale History
Tax History

Date

Event

Price

Triad MLS #1220394

Jul 17, 2026

Price Changed

$695,000

$274/sq ft

May 29, 2026

Listed

$724,900

$285/sq ft

May 23, 2026

Coming Soon

$724,900

$285/sq ft

Triad MLS #941390

Sep 4, 2019

Sold

$416,600

$164/sq ft

Aug 22, 2019

Pending

—

Aug 1, 2019

Contingent

—

Jul 19, 2019

Listed

$424,900

$167/sq ft

+24

Privacy abounds with this Wonderful in town Estate, that sets on 5+ acres. Located between New Sherwood Forest and Glenridge! This home has it ALL and then some. Main level living at its best with all hardwood flooring and tile. Completely renovated, with all high-end materials, along with high-end quality workmanship. Massive rooms, with a fantastic floor plan. Excellent for entertaining. Workshop area in the basement. Greenhouse on the property. Very Desirable schools. It is one in a million!

Public Records

May 2, 2019

Sold

$237,500

$94/sq ft

Public Records

May 2, 2019

Sold

$245,000

$96/sq ft

Triad MLS #702360

May 16, 2014

Sold

$235,000

$93/sq ft

Apr 4, 2014

Listed

$245,000

$96/sq ft

Primo in town location on acreage! Wooded privacy with greenhouse and room to garden. Floor plan offers areas for entertaining and private space for reading that good book. Comfortable den opens to cracked tile sunroom with a wall of sliding doors allowing breezes in. Vaulted kitchen gets wonderful natural light. Basement very suitable for workshop or craft area. This property really has it all!

Public Records

Sep 11, 1992

Sold

$242,000

$95/sq ft

Public Records

Jan 31, 1990

Sold

$235,000

$93/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$7,531 (+23.3%)

$132,300 + $551,000

$683,300

2024

$6,106 (+6.8%)

$132,300 + $303,000

$435,300

2022

$5,719 (+1.8%)

$132,300 + $303,000

$435,300

2021

$5,616 (+6.9%)

$132,300 + $303,000

$435,300

2020

$5,252 (+58.8%)

$127,000 + $253,300

$380,300

2019

$3,306 (+5.3%)

$127,000 + $110,700

$237,700

2018

$3,140

$127,000 + $110,700

$237,700

2017

$3,140 (−4.2%)

$127,000 + $110,700

$237,700

2016

$3,276 (+1.5%)

$127,000 + $110,700

$237,700

2015

$3,227 (−10.7%)

$88,560 + $160,417

$248,977

2014

$3,613

$133,320 + $154,178

$287,498

Public record

Public record
Zoning
Permits

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

5.1 Acres

Year renovated

2012

Finished Sq. Ft.

2,598

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,598

Year built

1961

Style

Single Family Residential

County

Forsyth County

APN

6806623604

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

RS9

Residential Single Family District

The RS-9 District is primarily intended to accommodate relatively high density single family detached dwellings in urban areas.; This district is intended for application in GMAs 2 and 3 and may be suitable in Metro Activity Centers where public facilities, including public water and sewer, public roads, parks, and other governmental support services, are available.

Permitted uses

Include but are not limited to:

Livestock production
Religious facility
Housing-Group
Housing-Single unit
Fire house
Police station
Recreation
Agriculture-Cropland

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 102° expected this year, 17 days in 30 years

3/10 Wind Factor

7% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Winston Salem, NC • 27106

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

91/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.5 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 3585 Milhaven Rd

$673,105

$22K under list price of $695K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $270K to $777K.

SOLD JUL 30, 2026
$520,000 Last sold price
4 beds3.5 baths2,760 sq ft
4410 Cheyenne Ct, Winston Salem, NC 27106
$86/sq ft
smaller lot
55 years newer
SOLD AUG 26, 2026
$777,000 Last sold price
3 beds2 baths2,612 sq ft
1275 Thornhill Ln, Winston Salem, NC 27106
$23/sq ft
smaller lot
34 years newer
SOLD JUN 30, 2026
$485,000 Last sold price
3 beds2 baths2,377 sq ft
1156 Huntingdon Rd, Winston Salem, NC 27104
$70/sq ft
smaller lot
6 years older
SOLD AUG 17, 2026
$270,000 Last sold price
3 beds2 baths2,510 sq ft
3533 Woodmere Pl, Winston Salem, NC 27106
$166/sq ft
smaller lot
5 years newer
SOLD MAR 25, 2026
$537,000 Last sold price
4 beds3 baths3,193 sq ft
731 Quarterstaff Rd, Winston Salem, NC 27104
$106/sq ft
smaller lot
3 years older
SOLD APR 9, 2026
$425,000 Last sold price
3 beds2.5 baths2,091 sq ft
559 Alpine Rd, Winston Salem, NC 27104
$71/sq ft
smaller lot
64 years newer

Rental earnings

Est. $2,602 per month, based on comparable rentals

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Details provided by Triad MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 3585 Milhaven Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 3585 Milhaven Rd

Early Access listings

Nearby similar homes

New listings for sale in 27106

More real estate resources